Leesburg, FL Homes

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  $39,900

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft

  28229 County Road 33 Unit E134, Leesburg, FL 34748

  COMMUNITY: Welcome to Holiday RV Village a sought after fun in the sun resort community. 55 plus gated community sitting on 200 acres, complete with 2 pools, private Marina with Chain of Lakes access, planned activities, onsite cafe, pet friendly 2 dog max and a ton of Resort style amenities. Close to Disney, local springs, beaches and many other local attractions. FEATURES: A 10x24 addition,

  

  Lisa Skutt

  Down Home Realty

  (352) 764-5829

  28229 County Road 33 Unit E134, Leesburg, FL 34748
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  /6

  $825 per month

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • Townhouse for Rent

  1508 W Main St Unit 2, Leesburg, FL 34748

  Nicely renovated 1 bedroom 1 bath apartment in Leesburg. This apartment has laminate floors, fresh paint and new fixtures and off-street parking. An additional rent of $25.00 is required to cover water, sewer, and garbage. Pet Policy --One Dog of 35lb or less (full grown size) - NO AGGRESSIVE BREEDS! Pet insurance is required as well as current vet records. A non-refundable pet fee and additional

  Timothy Schmidt RIGHTHOUSE REALTY LLC

  1508 W Main St Unit 2, Leesburg, FL 34748
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  $210,000 Sold May 30, 2025

  26912 Tanner St, Leesburg, FL 34748

  • 2 Beds
  • 2 Baths
  • 1,151 Sq Ft
  • Built 1995

  Last Sold Summary

  • 5% Below List Price
  • $182/SF
  • 77 Days On Market

  Current Estimated Value $214,301

  Last Listing Agent Sara Sutherland COLDWELL BANKER REALTY

  26912 Tanner St, Leesburg, FL 34748
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  Est $372,333 Not Listed For Sale

  9556 Starling Loop, Leesburg, FL 34788

  • 4 Beds
  • 3 Baths
  • 2,210 Sq Ft
  • Built 2026

  9556 Starling Loop, Leesburg, FL 34788

  Last Sold Summary

  • 1% Above List Price
  • $167/SF
  • 19 Days On Market

  • Last Sold Price $370,000
  • May 01, 2025

  Last Listing Agent Waldemar 'Wally' Franquiz LPT REALTY, LLC
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  $389,900

  • 4 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  5712 Bristleleaf Ct, Leesburg, FL 34748

  Welcome HOME! This spacious 2023 built home is located in the beautiful community of Windsong—with a fabulous location. You have close access to both the interstate and turnpike for easy travel. This beauty has all of the modern living benefits and being so new, you will have plenty of peace of mind knowing your major home repairs will be minimal! This beautifully upgraded 4-bedroom, 2.5-bath

  

  Lena Williams

  MORRIS REALTY AND INVESTMENTS

  (352) 405-0451

  5712 Bristleleaf Ct, Leesburg, FL 34748
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  /40

  $1,299 - $1,659 per month

  Southwinds Cove

  2 - 3 Beds

  3400 Southwinds Cove Way, Leesburg, FL 34748

  Exceptional Features, Exceptional Value! Located in Leesburg, Florida, Southwinds Cove Townhomes offers easy access to US-27. At Southwinds Cove Townhomes, take advantage of the resident activities and community amenities with a resort-style pool with sundeck and heart-healthy cardio & fitness studio. Centrally located, Southwinds Cove offers convenient access to the most essential needs of our

  3400 Southwinds Cove Way, Leesburg, FL 34748
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  $258,000 Sold May 10, 2025

  5622 Sir Churchill Dr, Leesburg, FL 34748

  • 2 Beds
  • 2 Baths
  • 1,202 Sq Ft
  • Built 2005

  Last Sold Summary

  • 6% Below List Price
  • $215/SF
  • 86 Days On Market

  Current Estimated Value $259,148

  Last Listing Agent Jean Nunn COLDWELL BANKER HUBBARD HANSEN

  5622 Sir Churchill Dr, Leesburg, FL 34748
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  Est $304,726 Not Listed For Sale

  9158 Harris Hawk Dr, Leesburg, FL 34788

  • 3 Beds
  • 2 Baths
  • 1,589 Sq Ft
  • Built 2025

  9158 Harris Hawk Dr, Leesburg, FL 34788

  Last Sold Summary

  • 2% Below List Price
  • $196/SF
  • 89 Days On Market

  • Last Sold Price $311,000
  • Apr 30, 2025

  Last Listing Agent Waldemar 'Wally' Franquiz LPT REALTY, LLC
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  $360,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,894 Sq Ft

  27328 Pine Straw Rd Unit 6, Leesburg, FL 34748

  Experience the desirable Huntly Model, a 3-bedroom, 2-bath home offering just under 1,900 sq. ft. of bright, open living space. 2019 roof. This home boasts volume ceilings, thermal pane windows, and rounded corners for a modern, airy feel. The spacious great room flows seamlessly into a separate dining area, perfect for entertaining. The kitchen is a chef's delight with quartz countertops, a

  

  Angela Phillips

  VANGIE BERRY SIGNATURE REALTY

  (352) 744-8623

  27328 Pine Straw Rd Unit 6, Leesburg, FL 34748
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  /16

  $1,949 per month

  • 3 Beds
  • 2 Baths
  • 1,540 Sq Ft
  • House for Rent

  Unlisted Address

  Take a look at this beautiful home, Clean and Move-In Ready, featuring 3 bedrooms, 2 bathrooms, 2 car garage and approximately 1,555 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd, Pool

  Cathy Behe TAH FLORIDA LLC

  Unlisted Address
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  $310,000 Sold Mar 17, 2026

  27108 Stoney Brook Dr, Leesburg, FL 34748

  • 3 Beds
  • 2 Baths
  • 1,745 Sq Ft
  • Built 2007

  Last Sold Summary

  • 5% Below List Price
  • $178/SF
  • 3 Days On Market

  Current Estimated Value $322,588

  Last Listing Agent Ricky Harper ERA GRIZZARD REAL ESTATE

  27108 Stoney Brook Dr, Leesburg, FL 34748
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  Est $418,865 Not Listed For Sale

  2030 Chaires Place, The Villages, FL 32163

  • 3 Beds
  • 2 Baths
  • 1,558 Sq Ft
  • Built 2023

  2030 Chaires Place, The Villages, FL 32163

  Last Sold Summary

  • 2% Above List Price
  • $263/SF
  • 60 Days On Market

  • Last Sold Price $410,000
  • Apr 23, 2025

  Last Listing Agent Matt Roberts RE/MAX
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  $336,500 Open Sat 12PM - 3PM

  • 3 Beds
  • 2 Baths
  • 2,065 Sq Ft

  4950 Glen Coe St, Leesburg, FL 34748

  Are you ready for this Florida retirement lifestyle. Welcome to this beautifully maintained, move-in ready 3-bedroom, 2-bath home located in the highly sought-after 55+ community of Royal Highlands. Inside, you’ll find a spacious layout featuring a large family room, a separate living room, and a dining room—perfect for both entertaining and everyday living. The updated primary ensuite offers a

  

  Margaret Harrington

  WEICHERT, REALTORS-HALLMARK PR

  (352) 725-3031

  4950 Glen Coe St, Leesburg, FL 34748
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  /22

  $947 - $1,050 per month

  Silver Pointe at Leesburg

  1 - 2 Beds

  2400 Silver Pointe Rd, Leesburg, FL 34748

  Come join the Florida Sunshine with the brightest of Colors. Silver Pointe Apartments, a Senior Living 55+ community,has the comfort, style and personality of your new wonderful home. Everywhere you look, you will find a breathtaking view while the location is peaceful and relaxing. Just minutes from downtown Leesburg and 15 minutes from the Villages, Shopping Centers and charming Restaurants.

  2400 Silver Pointe Rd, Leesburg, FL 34748
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  $345,000 Sold Oct 17, 2025

  4507 Antietam Creek Trail, Leesburg, FL 34748

  • 2 Beds
  • 2 Baths
  • 1,788 Sq Ft
  • Built 2012

  Last Sold Summary

  • 1% Below List Price
  • $193/SF
  • 12 Days On Market

  Current Estimated Value $354,949

  Last Listing Agent Jim Larsen CARLINO REAL ESTATE GROUP INC

  4507 Antietam Creek Trail, Leesburg, FL 34748
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  Not Listed For Sale

  34152 Chipping Sparrow Dr, Leesburg, FL 34788

  • 4 Beds
  • 2 Baths
  • 1,839 Sq Ft
  • Built 2024

  34152 Chipping Sparrow Dr, Leesburg, FL 34788

  Last Sold Summary

  • $185/SF
  • 125 Days On Market

  • Last Sold Price $339,990
  • Apr 28, 2025

  Last Listing Agent Waldemar 'Wally' Franquiz LPT REALTY, LLC
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  $119,900

  • 2 Beds
  • 2 Baths
  • 1,080 Sq Ft

  101 Mango Cove, Leesburg, FL 34748

  This well maintained 2 bedroom 2 bath home is in the beautiful Hawthorne of Leesburg Community. With a sunroom, screened porch, large living room and dining room combined, this home provides ample space to entertain guests or just enjoy staying home! Hawthorne is a very active 55+community that provides many clubs and events such as tennis, golf, pickleball, gardening, archery, nature trails and

  

  Margaret Harrington

  WEICHERT, REALTORS-HALLMARK PR

  (352) 758-7753

  101 Mango Cove, Leesburg, FL 34748
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  /21

  $1,900 per month

  • 3 Beds
  • 2 Baths
  • 1,494 Sq Ft
  • House for Rent

  854 Morley Ave, The Villages, FL 34762

  Beautiful 3 bed 2 bath Home perfectly situated near the DeLuna Recreation Center and Water Lily Recreation Center, offering easy access to the resort-style pools, pickleball, and social clubs that define the lifestyle here. You are also just a short golf cart ride away from the Magnolia Plaza Shopping Center and the Ednas on the Green entertainment area. *Visit our website for online application

  Jeremy Gunn GUNN PROPERTY SERVICES, LLC

  854 Morley Ave, The Villages, FL 34762
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  $165,000 Sold Feb 27, 2026

  2910 Pecan Ave, Leesburg, FL 34748

  • 2 Beds
  • 2.5 Baths
  • 1,288 Sq Ft
  • Built 1988

  Last Sold Summary

  • 11% Below List Price
  • $128/SF
  • 38 Days On Market

  Current Estimated Value $181,042

  Last Listing Agent Deborah Elliott CHARLES RUTENBERG REALTY ORLANDO

  2910 Pecan Ave, Leesburg, FL 34748
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  Est $307,101 Not Listed For Sale

  34148 Chipping Sparrow Dr, Leesburg, FL 34788

  • 3 Beds
  • 2 Baths
  • 1,589 Sq Ft
  • Built 2024

  34148 Chipping Sparrow Dr, Leesburg, FL 34788

  Last Sold Summary

  • 2% Above List Price
  • $189/SF
  • 123 Days On Market

  • Last Sold Price $299,990
  • Apr 30, 2025

  Last Listing Agent Waldemar 'Wally' Franquiz LPT REALTY, LLC
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  $309,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,868 Sq Ft

  25003 Cypress Pond Ct, Leesburg, FL 34748

  Under contract-accepting backup offers. “This home can be purchased with NO INCOME VERIFICATION”. Welcome to this classic beauty featuring an open and airy floor plan. This Grand Cypress model is filled with natural light and immediately impresses from the moment you step inside. Gorgeous wood flooring, neutral updated colors, and a bright, welcoming atmosphere set the stage for comfortable

  

  Adriana Skoloda

  RE/MAX PREMIER REALTY

  (352) 780-3564

  25003 Cypress Pond Ct, Leesburg, FL 34748
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  $1,095 - $1,205 per month

  Windemere Villas A 55+ Community

  1 - 2 Beds

  1416 Griffin Rd, Leesburg, FL 34748

  Windemere Villas is A 55+ single story villa community located close to shopping, medical facilities and all activities. Windemere Villas is located just a few minutes from The Villages. Come see our beautiful newly renovated Senior community. The Leesburg Senior Center is located just a couple of blocks from Windemere.

  1416 Griffin Rd, Leesburg, FL 34748
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  $339,000 Sold Dec 30, 2025

  6794 Boss Ct, The Villages, FL 34762

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 2023

  Last Sold Summary

  • $261/SF
  • 35 Days On Market

  Current Estimated Value $343,497

  Last Listing Agent Kim Coffer SALLY LOVE REAL ESTATE

  6794 Boss Ct, The Villages, FL 34762
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  Not Listed For Sale

  0 Treasure Island Rd Unit MFRO6254339, Leesburg, FL 34788

  0 Treasure Island Rd Unit MFRO6254339, Leesburg, FL 34788

  Last Sold Summary

  • 31 Days On Market

  • Last Sold Price $100,000
  • Apr 18, 2025

  Last Listing Agent Jessica Webb CENTURY 21 TENACE REALTY
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  /17

  $50,000

  • 2 Beds
  • 1.5 Baths
  • 912 Sq Ft

  162 Forest Dr Unit 367, Leesburg, FL 34788

  This beautiful home would make the perfect rental investment opportunity. The huge clubhouse and swimming pools are literally just steps away. This very well cared for home is very clean, turnkey furnished and move in ready. The HVAC was installed in 2024, Rubber roof over in 2020 and Thermopane windows throughout. Cozy Florida room on the front of the home facing the pool. This would make the

  

  Linda Curtis

  Four Star Homes, Inc.

  (352) 761-8208

  162 Forest Dr Unit 367, Leesburg, FL 34788
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  /15

  $1,450 per month

  • 4 Beds
  • 2 Baths
  • 1,164 Sq Ft
  • House for Rent

  1610 Crest Ave, Leesburg, FL 34748

  Fully remodeled 4 Beds 2 Baths home located in one of Leesburg's most established and charming residential pockets. Situated just south of the historic downtown area and near the shores of Lake Harris, this location offers a perfect blend of quiet, mature neighborhood vibes and immediate access to the city's best amenities. House with a functional layout and a large, shaded lot, this property is

  Jeremy Gunn GUNN PROPERTY SERVICES, LLC

  1610 Crest Ave, Leesburg, FL 34748
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  $331,415 Sold Jan 26, 2026

  9166 Harris Hawk Dr, Leesburg, FL 34788

  • 4 Beds
  • 3 Baths
  • 2,210 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $150/SF
  • 8 Days On Market

  Current Estimated Value $336,333

  Stanley Martin Silver Lake Pointe

  9166 Harris Hawk Dr, Leesburg, FL 34788
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  /2

  Est $359,711 Not Listed For Sale

  5924 Cliffbow Loop, Leesburg, FL 34748

  • 4 Beds
  • 3 Baths
  • 2,001 Sq Ft
  • Built 2024

  5924 Cliffbow Loop, Leesburg, FL 34748

  Last Sold Summary

  • 2% Below List Price
  • $183/SF
  • 163 Days On Market

  • Last Sold Price $366,990
  • Apr 25, 2025

  Last Listing Agent Waldemar 'Wally' Franquiz LPT REALTY, LLC
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  $310,000 Open Sun 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,658 Sq Ft

  5107 Aurora Dr, Leesburg, FL 34748

  Lovely expanded Balmoral model with peaceful pond views and 2+ golf cart garage...2020 roof, 2018 HVAC system, 2010 water heater. Solid surface flooring and high ceilings throughout living areas. Screened in front porch. The bright and light great room is open to the kitchen and has sliding doors leading to an enclosed lanai which has pocketing sliders and an additional patio. Eat in kitchen with

  

  Angela Phillips

  VANGIE BERRY SIGNATURE REALTY

  (352) 605-9357

  5107 Aurora Dr, Leesburg, FL 34748
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  /35

  $1,075 - $1,650 per month

  Arbours at Silver Lake

  1 - 3 Beds

  8508 Arbour Lake Dr, Leesburg, FL 34788

  The Arbours at Silver Lake- different from the rest, our community is a place to feel good about coming HOME to!Our well maintained property boasts lovely lake side grounds and includes a gorgeous, sparkling pool open year round, basketball court & playground, grilling & picnic area, and a comfortably outfitted fitness center.

  8508 Arbour Lake Dr, Leesburg, FL 34788
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  $325,000 Sold Mar 09, 2026

  4009 Swan Goose Ct, Okahumpka, FL 34762

  • 4 Beds
  • 2 Baths
  • 1,928 Sq Ft
  • Built 2022

  Last Sold Summary

  • $169/SF
  • 25 Days On Market

  Current Estimated Value $323,361

  Last Listing Agent Daniel Harvey COLDWELL BANKER REALTY

  4009 Swan Goose Ct, Okahumpka, FL 34762
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  Est $123,629 Not Listed For Sale

  101 Poinsettia Cove, Leesburg, FL 34748

  • 2 Beds
  • 2 Baths
  • 1,486 Sq Ft
  • Built 1977

  101 Poinsettia Cove, Leesburg, FL 34748

  Last Sold Summary

  • 55% Above List Price
  • $54/SF
  • 20 Days On Market

  • Last Sold Price $80,000
  • Apr 29, 2025

  Last Listing Agent Maria Crisostomo HAWTHORNE RESIDENTS COOPERATIVE ASSOCIATION INC.
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  $310,000

  • 3 Beds
  • 2 Baths
  • 1,417 Sq Ft

  2011 Edgewood Ave, Leesburg, FL 34748

  New Construction! This brand-new home was just completed and is ready for you to call HOME! Located in the heart of Leesburg, this beautiful home features a popular sought-after open floor plan with modern finishes — and it’s just a short walk to all local schools and minutes from the growing downtown area filled with shops, dining, and entertainment. Step inside to discover an inviting

  

  Lena Williams

  MORRIS REALTY AND INVESTMENTS

  (352) 320-0076

  2011 Edgewood Ave, Leesburg, FL 34748
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  $1,150 per month

  • 1 Bed
  • 1 Bath
  • Property for Rent

  1911 Citrus Blvd Unit 1, Leesburg, FL 34748

  Enjoy life in a tranquil setting at Leesburg Estates, an exceptional place to live. Right now, we are offering a 480 sq. ft., 1 bed/1 bath apartment for a great value! Call us today to schedule a viewing and get a glimpse of what it's like to live exceptionally.

  Rob Mathis Leesburg Estates

  1911 Citrus Blvd Unit 1, Leesburg, FL 34748
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  $385,000 Sold Apr 01, 2026

  4002 Richmond Crossing, Leesburg, FL 34748

  • 2 Beds
  • 2 Baths
  • 2,188 Sq Ft
  • Built 2017

  Last Sold Summary

  • 3% Below List Price
  • $176/SF
  • 8 Days On Market

  Current Estimated Value $391,617

  Last Listing Agent Simon Ambrose FLORIDA PLUS REALTY, LLC

  4002 Richmond Crossing, Leesburg, FL 34748
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  Not Listed For Sale

  14 Weston Rd, Leesburg, FL 34748

  • 5 Beds
  • 3.5 Baths
  • 3,054 Sq Ft
  • Built 2024

  14 Weston Rd, Leesburg, FL 34748

  Last Sold Summary

  • $175/SF
  • 589 Days On Market

  • Last Sold Price $534,990
  • Apr 21, 2025

  Last Listing Agent Dakota DuBois NEW HOME STAR FLORIDA LLC
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  $329,000 Open Sat 10AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,337 Sq Ft

  2309 Angel Fish Loop, Leesburg, FL 34748

  3/2/2 CBS Home where Rustic Elegance Meets Modern Comfort. Experience the perfect blend of stylish design and pastoral tranquility in this stunning, open and airy residence. The double french doors open out to the screened in back porch. Designed to maximize both space and light, this home offers a refreshing atmosphere that immediately feels like a retreat. Ceramic and luxury vinyl tile

  

  Madison Allen

  HOMERUN REALTY

  (352) 875-7915

  2309 Angel Fish Loop, Leesburg, FL 34748
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  /19

  $1,089 - $1,899 total monthly price

  Lake Harris Cove

  1 - 4 Beds

  32511 Lake Harris Cove Ave, Leesburg, FL 34788

  Learn more about our current Move-In Specials and save today!Exceptional features, exceptional value! Lake Harris Cove Apartments is a hidden Leesburg, Florida gem, located off Highway 441 and just minutes away from Lake Square Mall and Lake Sumter State College. Enjoy shopping, dining, and entertainment in Historic Downtown Leesburg. Lake Harris Cove Apartments is a mixed-income

  32511 Lake Harris Cove Ave, Leesburg, FL 34788
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  $100,000 Sold Jun 16, 2025

  32335 Oak Park Dr, Leesburg, FL 34748

  • 2 Beds
  • 2 Baths
  • 850 Sq Ft
  • Built 1996

  Last Sold Summary

  • 13% Below List Price
  • $118/SF
  • 2 Days On Market

  Last Listing Agent Regina Rodriguez CENTURY 21 ALTON CLARK

  32335 Oak Park Dr, Leesburg, FL 34748
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  /2

  Est $347,052 Not Listed For Sale

  5509 Windsong Oak Dr, Leesburg, FL 34748

  • 4 Beds
  • 2 Baths
  • 1,709 Sq Ft
  • Built 2020

  5509 Windsong Oak Dr, Leesburg, FL 34748

  Last Sold Summary

  • 1% Below List Price
  • $204/SF
  • 13 Days On Market

  • Last Sold Price $349,000
  • May 01, 2025

  Last Listing Agent Michelle Pierce OPTIMA ONE REALTY, INC.

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